Polymer-Supported 2,2′-Bis(oxazolin-2-yl)-1,1′-binaphthyls (Boxax): Immobilized Chiral Ligands for Asymmetric Wacker-Type Cyclizations

Abstract Homochiral 2,2′-bis(oxazolin-2-yl)-1,1′-binaphthyl (boxax) ligands were anchored on various polymer supports including PS-PEG, PS, PEGA, and MeO-PEG via selective monofunctionalization at the 6-position of the binaphthyl backbone. Palladium(II) complexes of the supported boxax ligands catal...

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Veröffentlicht in:Synlett 2002, Vol.2002 (12), p.2049-2053
Hauptverfasser: Hocke, Heiko, Uozumi, Yasuhiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Homochiral 2,2′-bis(oxazolin-2-yl)-1,1′-binaphthyl (boxax) ligands were anchored on various polymer supports including PS-PEG, PS, PEGA, and MeO-PEG via selective monofunctionalization at the 6-position of the binaphthyl backbone. Palladium(II) complexes of the supported boxax ligands catalyzed Wacker-type cyclization of 2-(2,3-dimethyl-2-butenyl)phenol to give 2-methyl-2-isopropenyl-2,3-dihydrobenzofuran with up to 96% ee.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2002-35603